Annapolis Vacation Packages
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Your Annapolis Vacation
Pick a Annapolis vacation package and focus on what counts — having some fun. No more planning headaches, just a lot more free time to uncover what's special about this lively city, such as its rich history and coastal scenery. Fill your days with tours of K Bridge Recreation Area, Crane Lake Recreation Area and Walnut Hollow Lake, some of the attractions you should see during your trip to Annapolis. A couple of quick clicks is all it takes to build a customized Annapolis vacation on Expedia.
Top Annapolis Vacation Deals
Price found within the past 48 hours. Click for updated prices.
River City Casino & Hotel
Price was CA $1,274, price is now CA $996 per person
CA $996
per person
Jul 1 - Jul 6
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
9/10 Wonderful! (1,529 reviews)
Good hotel. No room in the hotel lots for parking so had to use the garage on the 2-3 floor. Very inconvenient with multiple large luggage bags having to use 2 sets of elevators and walking the parking garage multiple times.
Reviewed on May 9, 2026
The Cheshire
Price was CA $1,334, price is now CA $1,082 per person
CA $1,082
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to St. Louis (STL)
8.6/10 Excellent! (1,007 reviews)
The overall upkeep and cleanliness is not great. The breakfast bar was ok but not as well stocked or organized as it used to be and the eggs were always cold. I stayed 4 nights.
Reviewed on May 10, 2026
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton
Grand Center
Price was CA $1,357, price is now CA $1,109 per person
CA $1,109
per person
Jul 1 - Jul 6
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Louis (STL)
8.8/10 Excellent! (1,066 reviews)
The color thing is interesting, but I would have appreciated more attention to some basics. For example, when I went to turn the TV off, it turned out there were no batteries in the remote control. There were no instructions on the phone that explained how to reach the front desk. There were no USB outlets to I had to find a store that sold AC adapters so I could charge my devices. Also a 4 PM check-in seems really late and I'm convinced that made me wait 20 minutes for no reason. Beyond that, it's cute and comfortable and lots of art to explore.
Reviewed on May 4, 2026
Annapolis Hotel Deals
Rustic River Cabin Getaway
Annapolis MO
9.8/10 Exceptional! (81 reviews)
This listing is perfect for pets and guests to be free and roam the beautiful river and country side. Its far away from noise and boasts the serenity and privacy we all need sometimes. Perfect for shutting off the phones and getting into nature. Thank you for sharing this place.
Reviewed on Apr 8, 2026
Make your reservation fast as inquiries are coming in daily.
Redford MO
9.8/10 Exceptional! (56 reviews)
Excellent property and location was awesome
Reviewed on Sep 9, 2025
Hillside Cabin #2 Annapolis, MO Black River
Annapolis MO
The price is CA $181 per night from May 11 to May 12
CA $181
CA $315 total
May 11 - May 12
includes taxes & fees
9.4/10 Exceptional! (59 reviews)
great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction.
Reviewed on Aug 25, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Annapolis
K Bridge Recreation Area
Explore the great outdoors at K Bridge Recreation Area, a lovely green space in Annapolis. While you're in the area, stroll along the riverfront.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
